Phthalic Acid → Cyclohexa-3,5-diene-1,2-dicarboxylic acid

HRID 2083700Notes

Reaction equation

HRID 2083700 reaction equation
[CH:1]1(C(O)=O)[CH:6]([C:7]([OH:9])=[O:8])[CH:5]([C:10]([OH:12])=[O:11])[CH:4](C(O)=O)[CH:3](C(O)=O)[CH:2]1C(O)=O.C(O)(=O)C1C(=CC=CC=1)C(O)=O>>[CH:5]1([C:10]([OH:12])=[O:11])[CH:4]=[CH:3][CH:2]=[CH:1][CH:6]1[C:7]([OH:9])=[O:8]

Participants

3

Reactant 2

HCID 1017Phthalic AcidHCID 1022271,2,3,4,5,6-Cyclohexanehexacarboxylic acid

Product 1

HCID 89904Cyclohexa-3,5-diene-1,2-dicarboxylic acid

Procedure

Cyclohexane-1,2,3,4,5,6-hexacarboxylic acid can be prepared by partially hydrogenating phthalic acid to form 3,5-cyclohexadiene-1,2-dicarboxylic acid, reacting the product with maleic anhydride to form bicyclo-2,2,2, 7-octane-2,3,5,6-tetracarboxylic acid, and catalytically oxidizing this intermediate.

Sources & evidence

ORD record
ord-da12d05b96b647bf86445b1fb57beffb
Source dataset
uspto-grants-1978_04
Patent number
US04086334

Reaction notes

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